# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HONNO-Ti
_database_code_depnum_ccdc_archive 'CCDC 1921379'
loop_
_audit_author_name
_audit_author_address
'Sihan Li'
;Sun yat sen university
China
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2019-12-17 downloaded from the CCDC.
;
_audit_creation_date             2019-06-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H34 Cl2 N2 O2 Ti, C7 H8'
_chemical_formula_sum            'C32 H42 Cl2 N2 O2 Ti'
_chemical_formula_weight         605.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O Ti  N Cl'
_chemical_oxdiff_usercomment     HONNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2191 1.8069 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.2955(4)
_cell_length_b                   30.4590(9)
_cell_length_c                   10.5847(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.381(4)
_cell_angle_gamma                90
_cell_volume                     3090.82(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3382
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.9910
_cell_measurement_theta_min      4.8350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.172
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0929
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9580
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.015
_diffrn_reflns_theta_min         4.716
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5826
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -124.00 -79.00   1.00   24.93    --  -36.00 -99.00  60.00   45
  2  ω   -124.00 -79.00   1.00   24.93    --  -36.00 -99.00-150.00   45
  3  ω   -114.00 -79.00   1.00   24.93    --  -36.00 -99.00 150.00   35
  4  ω     62.00 129.00   1.00   24.93    --   36.00 178.00   0.00   67
  5  ω     57.00 131.00   1.00   24.93    --   36.00 178.00-180.00   74
  6  ω     86.00 175.00   1.00   72.50    --  109.02  61.00 -30.00   89
  7  ω     44.00 139.00   1.00   72.50    --  109.02 -61.00-180.00   95
  8  ω     27.00 105.00   1.00   72.50    --  109.02-111.00  60.00   78
  9  ω     37.00 112.00   1.00   72.50    --  109.02-111.00 150.00   75
 10  ω     89.00 166.00   1.00   72.50    --  109.02  61.00-120.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1096449000
_diffrn_orient_matrix_UB_12      0.0214454000
_diffrn_orient_matrix_UB_13      -0.0478350000
_diffrn_orient_matrix_UB_21      -0.1137853000
_diffrn_orient_matrix_UB_22      0.0296834000
_diffrn_orient_matrix_UB_23      -0.0973804000
_diffrn_orient_matrix_UB_31      0.0296227000
_diffrn_orient_matrix_UB_32      0.0348847000
_diffrn_orient_matrix_UB_33      0.1124521000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4173
_reflns_number_total             5871
_reflns_odcompleteness_completeness 99.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.163
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         5871
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0828
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0889P)²+9.9145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2140
_refine_ls_wR_factor_ref         0.2393
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C10(H10), C13(H13), C14(H14), C15(H15), C16(H16), C28(H28),
 C29(H29), C30(H30), C31(H31), C32(H32)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ti1 Ti 0.50863(10) 0.31630(3) 0.78407(9) 0.0246(3) Uani 1 1 d . . . . .
Cl1 Cl 0.64811(16) 0.37332(5) 0.90666(16) 0.0386(4) Uani 1 1 d . . . . .
Cl2 Cl 0.43667(16) 0.30187(5) 0.96794(14) 0.0358(3) Uani 1 1 d . . . . .
O1 O 0.5443(4) 0.32979(12) 0.6319(4) 0.0281(8) Uani 1 1 d . . . . .
O2 O 0.6186(4) 0.26686(12) 0.8162(4) 0.0282(8) Uani 1 1 d . . . . .
N1 N 0.3228(5) 0.36219(15) 0.6843(5) 0.0272(10) Uani 1 1 d . . . . .
N2 N 0.3456(5) 0.27229(15) 0.6659(5) 0.0268(10) Uani 1 1 d . . . . .
C1 C 0.5295(6) 0.36092(17) 0.5364(6) 0.0256(11) Uani 1 1 d . . . . .
C2 C 0.4371(6) 0.39537(18) 0.5260(5) 0.0273(11) Uani 1 1 d . . . . .
C3 C 0.4175(6) 0.42733(18) 0.4266(6) 0.0287(12) Uani 1 1 d . . . . .
H3 H 0.353013 0.450440 0.418631 0.034 Uiso 1 1 calc R . . . .
C4 C 0.4902(6) 0.42613(17) 0.3389(6) 0.0283(12) Uani 1 1 d . . . . .
C5 C 0.5838(6) 0.39103(19) 0.3528(6) 0.0296(12) Uani 1 1 d . . . . .
H5 H 0.634146 0.389901 0.293351 0.035 Uiso 1 1 calc R . . . .
C6 C 0.6063(6) 0.35783(18) 0.4497(6) 0.0262(11) Uani 1 1 d . . . . .
C7 C 0.3664(6) 0.40192(18) 0.6278(6) 0.0275(11) Uani 1 1 d . . . . .
H7A H 0.430557 0.419031 0.704872 0.033 Uiso 1 1 calc R . . . .
H7B H 0.282467 0.420231 0.584184 0.033 Uiso 1 1 calc R . . . .
C8 C 0.2137(6) 0.33713(19) 0.5721(6) 0.0295(12) Uani 1 1 d . . . . .
H8A H 0.239687 0.336074 0.490841 0.035 Uiso 1 1 calc R . . . .
H8B H 0.122244 0.352005 0.547074 0.035 Uiso 1 1 calc R . . . .
C9 C 0.2039(6) 0.29097(19) 0.6212(6) 0.0302(12) Uani 1 1 d . . . . .
H9A H 0.170025 0.291632 0.697533 0.036 Uiso 1 1 calc R . . . .
H9B H 0.138630 0.273108 0.547011 0.036 Uiso 1 1 calc R . . . .
C10 C 0.3609(6) 0.23381(19) 0.6238(5) 0.0293(12) Uani 1 1 d . . . . .
H10 H 0.279342 0.218378 0.569753 0.035 Uiso 1 1 calc R . . . .
C11 C 0.4944(6) 0.21234(19) 0.6533(6) 0.0284(11) Uani 1 1 d . . . . .
C12 C 0.6204(6) 0.22956(18) 0.7472(6) 0.0282(12) Uani 1 1 d . . . . .
C13 C 0.7473(6) 0.20864(19) 0.7698(6) 0.0321(12) Uani 1 1 d . . . . .
H13 H 0.831607 0.220243 0.832987 0.039 Uiso 1 1 calc R . . . .
C14 C 0.7482(7) 0.1707(2) 0.6984(7) 0.0375(14) Uani 1 1 d . . . . .
H14 H 0.834052 0.156128 0.712919 0.045 Uiso 1 1 calc R . . . .
C15 C 0.6249(8) 0.1534(2) 0.6054(8) 0.0462(17) Uani 1 1 d . . . . .
H15 H 0.627458 0.127508 0.556300 0.055 Uiso 1 1 calc R . . . .
C16 C 0.4999(7) 0.1738(2) 0.5848(7) 0.0405(15) Uani 1 1 d . . . . .
H16 H 0.416115 0.161443 0.522961 0.049 Uiso 1 1 calc R . . . .
C17 C 0.7089(6) 0.31977(18) 0.4604(6) 0.0290(12) Uani 1 1 d . . . . .
C18 C 0.8203(6) 0.3169(2) 0.6049(6) 0.0366(13) Uani 1 1 d . . . . .
H18A H 0.877719 0.343480 0.624288 0.055 Uiso 1 1 calc GR . . . .
H18B H 0.879619 0.291157 0.611327 0.055 Uiso 1 1 calc GR . . . .
H18C H 0.774269 0.314107 0.670885 0.055 Uiso 1 1 calc GR . . . .
C19 C 0.7850(7) 0.3253(2) 0.3610(7) 0.0394(14) Uani 1 1 d . . . . .
H19A H 0.716464 0.327458 0.268301 0.059 Uiso 1 1 calc GR . . . .
H19B H 0.845529 0.299876 0.367863 0.059 Uiso 1 1 calc GR . . . .
H19C H 0.841568 0.352070 0.383402 0.059 Uiso 1 1 calc GR . . . .
C20 C 0.6259(6) 0.27643(19) 0.4245(6) 0.0333(13) Uani 1 1 d . . . . .
H20A H 0.574263 0.272281 0.485233 0.050 Uiso 1 1 calc GR . . . .
H20B H 0.690448 0.251861 0.435150 0.050 Uiso 1 1 calc GR . . . .
H20C H 0.560153 0.277635 0.330367 0.050 Uiso 1 1 calc GR . . . .
C21 C 0.4728(7) 0.46089(19) 0.2297(6) 0.0328(13) Uani 1 1 d . . . . .
C22 C 0.6156(8) 0.4824(2) 0.2551(8) 0.0486(17) Uani 1 1 d . . . . .
H22A H 0.650615 0.495652 0.345769 0.073 Uiso 1 1 calc GR . . . .
H22B H 0.605337 0.505230 0.186822 0.073 Uiso 1 1 calc GR . . . .
H22C H 0.681590 0.460113 0.248987 0.073 Uiso 1 1 calc GR . . . .
C23 C 0.3710(8) 0.4975(2) 0.2322(7) 0.0417(15) Uani 1 1 d . . . . .
H23A H 0.277566 0.485009 0.210516 0.063 Uiso 1 1 calc GR . . . .
H23B H 0.368192 0.519935 0.165058 0.063 Uiso 1 1 calc GR . . . .
H23C H 0.402258 0.510727 0.322759 0.063 Uiso 1 1 calc GR . . . .
C24 C 0.4199(8) 0.4385(2) 0.0908(6) 0.0436(16) Uani 1 1 d . . . . .
H24A H 0.485626 0.415512 0.088679 0.065 Uiso 1 1 calc GR . . . .
H24B H 0.411804 0.460275 0.020118 0.065 Uiso 1 1 calc GR . . . .
H24C H 0.328262 0.425400 0.074529 0.065 Uiso 1 1 calc GR . . . .
C25 C 0.2570(7) 0.3792(2) 0.7802(6) 0.0338(13) Uani 1 1 d . . . . .
H25A H 0.214857 0.354712 0.811842 0.051 Uiso 1 1 calc GR . . . .
H25B H 0.184734 0.400695 0.733292 0.051 Uiso 1 1 calc GR . . . .
H25C H 0.328390 0.393173 0.858133 0.051 Uiso 1 1 calc GR . . . .
C26 C -0.0241(10) 0.4331(3) 0.3116(10) 0.063(2) Uani 1 1 d . . . . .
H26A H 0.056101 0.414683 0.317845 0.095 Uiso 1 1 calc GR . . . .
H26B H -0.107435 0.422195 0.238584 0.095 Uiso 1 1 calc GR . . . .
H26C H -0.039090 0.432017 0.397833 0.095 Uiso 1 1 calc GR . . . .
C27 C 0.0038(8) 0.4796(2) 0.2819(8) 0.0469(16) Uani 1 1 d . . . . .
C28 C -0.0548(9) 0.4965(3) 0.1538(8) 0.0542(19) Uani 1 1 d . . . . .
H28 H -0.119406 0.479419 0.083866 0.065 Uiso 1 1 calc R . . . .
C29 C -0.0208(9) 0.5381(3) 0.1257(8) 0.057(2) Uani 1 1 d . . . . .
H29 H -0.060917 0.549314 0.036020 0.068 Uiso 1 1 calc R . . . .
C30 C 0.0718(10) 0.5639(3) 0.2274(9) 0.060(2) Uani 1 1 d . . . . .
H30 H 0.095766 0.592543 0.207477 0.072 Uiso 1 1 calc R . . . .
C31 C 0.1281(9) 0.5475(3) 0.3570(9) 0.057(2) Uani 1 1 d . . . . .
H31 H 0.191118 0.564772 0.427554 0.068 Uiso 1 1 calc R . . . .
C32 C 0.0924(8) 0.5055(3) 0.3844(7) 0.0493(17) Uani 1 1 d . . . . .
H32 H 0.129281 0.494549 0.474546 0.059 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ti1 Cl1 2.3245(17) . ?
Ti1 Cl2 2.3625(17) . ?
Ti1 O1 1.825(4) . ?
Ti1 O2 1.840(4) . ?
Ti1 N1 2.293(5) . ?
Ti1 N2 2.156(5) . ?
O1 C1 1.353(7) . ?
O2 C12 1.355(7) . ?
N1 C7 1.490(7) . ?
N1 C8 1.511(7) . ?
N1 C25 1.503(7) . ?
N2 C9 1.474(7) . ?
N2 C10 1.284(7) . ?
C1 C2 1.393(8) . ?
C1 C6 1.417(8) . ?
C2 C3 1.393(8) . ?
C2 C7 1.518(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(8) . ?
C4 C5 1.411(8) . ?
C4 C21 1.529(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.398(8) . ?
C6 C17 1.544(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.515(8) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10 0.9500 . ?
C10 C11 1.450(8) . ?
C11 C12 1.416(8) . ?
C11 C16 1.392(8) . ?
C12 C13 1.394(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.384(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.395(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.373(10) . ?
C16 H16 0.9500 . ?
C17 C18 1.544(8) . ?
C17 C19 1.532(8) . ?
C17 C20 1.543(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.541(9) . ?
C21 C23 1.536(9) . ?
C21 C24 1.529(8) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26 C27 1.502(11) . ?
C27 C28 1.368(11) . ?
C27 C32 1.383(10) . ?
C28 H28 0.9500 . ?
C28 C29 1.376(12) . ?
C29 H29 0.9500 . ?
C29 C30 1.392(12) . ?
C30 H30 0.9500 . ?
C30 C31 1.374(12) . ?
C31 H31 0.9500 . ?
C31 C32 1.390(11) . ?
C32 H32 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Ti1 Cl2 89.69(6) . . ?
O1 Ti1 Cl1 92.43(14) . . ?
O1 Ti1 Cl2 173.52(14) . . ?
O1 Ti1 O2 92.25(17) . . ?
O1 Ti1 N1 81.91(17) . . ?
O1 Ti1 N2 89.56(18) . . ?
O2 Ti1 Cl1 107.16(13) . . ?
O2 Ti1 Cl2 92.97(13) . . ?
O2 Ti1 N1 159.76(17) . . ?
O2 Ti1 N2 83.96(18) . . ?
N1 Ti1 Cl1 92.50(13) . . ?
N1 Ti1 Cl2 91.88(13) . . ?
N2 Ti1 Cl1 168.60(14) . . ?
N2 Ti1 Cl2 87.18(13) . . ?
N2 Ti1 N1 76.66(18) . . ?
C1 O1 Ti1 144.4(4) . . ?
C12 O2 Ti1 135.7(4) . . ?
C7 N1 Ti1 110.9(3) . . ?
C7 N1 C8 109.9(4) . . ?
C7 N1 C25 105.5(4) . . ?
C8 N1 Ti1 108.1(3) . . ?
C25 N1 Ti1 113.9(3) . . ?
C25 N1 C8 108.4(5) . . ?
C9 N2 Ti1 114.6(3) . . ?
C10 N2 Ti1 126.9(4) . . ?
C10 N2 C9 118.3(5) . . ?
O1 C1 C2 118.3(5) . . ?
O1 C1 C6 120.0(5) . . ?
C2 C1 C6 121.7(5) . . ?
C1 C2 C7 122.2(5) . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 C7 118.0(5) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(5) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 117.7(5) . . ?
C3 C4 C21 122.9(5) . . ?
C5 C4 C21 119.4(5) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 C4 123.3(5) . . ?
C6 C5 H5 118.4 . . ?
C1 C6 C17 122.0(5) . . ?
C5 C6 C1 116.4(5) . . ?
C5 C6 C17 121.5(5) . . ?
N1 C7 C2 118.1(4) . . ?
N1 C7 H7A 107.8 . . ?
N1 C7 H7B 107.8 . . ?
C2 C7 H7A 107.8 . . ?
C2 C7 H7B 107.8 . . ?
H7A C7 H7B 107.1 . . ?
N1 C8 H8A 109.9 . . ?
N1 C8 H8B 109.9 . . ?
N1 C8 C9 108.8(4) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.9 . . ?
C9 C8 H8B 109.9 . . ?
N2 C9 C8 106.7(5) . . ?
N2 C9 H9A 110.4 . . ?
N2 C9 H9B 110.4 . . ?
C8 C9 H9A 110.4 . . ?
C8 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
N2 C10 H10 117.9 . . ?
N2 C10 C11 124.3(5) . . ?
C11 C10 H10 117.9 . . ?
C12 C11 C10 122.5(5) . . ?
C16 C11 C10 118.9(6) . . ?
C16 C11 C12 118.5(6) . . ?
O2 C12 C11 120.0(5) . . ?
O2 C12 C13 119.2(5) . . ?
C13 C12 C11 120.8(5) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 C12 118.7(6) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.0(6) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(6) . . ?
C16 C15 H15 120.0 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.8(6) . . ?
C15 C16 H16 119.6 . . ?
C6 C17 C18 110.9(5) . . ?
C19 C17 C6 112.0(5) . . ?
C19 C17 C18 107.8(5) . . ?
C19 C17 C20 107.5(5) . . ?
C20 C17 C6 108.8(5) . . ?
C20 C17 C18 109.8(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C21 C22 108.7(5) . . ?
C4 C21 C23 112.4(5) . . ?
C4 C21 C24 108.7(5) . . ?
C23 C21 C22 107.6(5) . . ?
C24 C21 C22 109.9(6) . . ?
C24 C21 C23 109.5(5) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
C28 C27 C26 120.9(7) . . ?
C28 C27 C32 119.3(8) . . ?
C32 C27 C26 119.8(7) . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.4(8) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C30 120.6(8) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.1(8) . . ?
C31 C30 H30 120.4 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.8(8) . . ?
C32 C31 H31 120.1 . . ?
C27 C32 C31 120.7(7) . . ?
C27 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ti1 O1 C1 C2 -13.9(9) . . . . ?
Ti1 O1 C1 C6 166.4(5) . . . . ?
Ti1 O2 C12 C11 -29.1(8) . . . . ?
Ti1 O2 C12 C13 150.8(4) . . . . ?
Ti1 N1 C7 C2 56.3(5) . . . . ?
Ti1 N1 C8 C9 41.4(5) . . . . ?
Ti1 N2 C9 C8 43.5(5) . . . . ?
Ti1 N2 C10 C11 2.1(8) . . . . ?
Cl1 Ti1 O1 C1 -63.2(6) . . . . ?
Cl1 Ti1 O2 C12 -152.0(5) . . . . ?
Cl2 Ti1 O2 C12 117.4(5) . . . . ?
O1 Ti1 O2 C12 -58.8(5) . . . . ?
O1 C1 C2 C3 -178.6(5) . . . . ?
O1 C1 C2 C7 7.3(8) . . . . ?
O1 C1 C6 C5 179.3(5) . . . . ?
O1 C1 C6 C17 -0.3(8) . . . . ?
O2 Ti1 O1 C1 -170.5(6) . . . . ?
O2 C12 C13 C14 -179.7(5) . . . . ?
N1 Ti1 O1 C1 29.0(6) . . . . ?
N1 Ti1 O2 C12 13.8(9) . . . . ?
N1 C8 C9 N2 -55.5(6) . . . . ?
N2 Ti1 O1 C1 105.6(6) . . . . ?
N2 Ti1 O2 C12 30.6(5) . . . . ?
N2 C10 C11 C12 8.8(9) . . . . ?
N2 C10 C11 C16 -169.9(6) . . . . ?
C1 C2 C3 C4 -1.3(9) . . . . ?
C1 C2 C7 N1 -36.8(8) . . . . ?
C1 C6 C17 C18 -56.3(7) . . . . ?
C1 C6 C17 C19 -176.8(5) . . . . ?
C1 C6 C17 C20 64.6(7) . . . . ?
C2 C1 C6 C5 -0.3(8) . . . . ?
C2 C1 C6 C17 -180.0(5) . . . . ?
C2 C3 C4 C5 0.7(8) . . . . ?
C2 C3 C4 C21 -179.2(5) . . . . ?
C3 C2 C7 N1 149.0(5) . . . . ?
C3 C4 C5 C6 0.0(8) . . . . ?
C3 C4 C21 C22 121.0(6) . . . . ?
C3 C4 C21 C23 2.0(8) . . . . ?
C3 C4 C21 C24 -119.4(6) . . . . ?
C4 C5 C6 C1 -0.2(8) . . . . ?
C4 C5 C6 C17 179.4(5) . . . . ?
C5 C4 C21 C22 -59.0(7) . . . . ?
C5 C4 C21 C23 -178.0(5) . . . . ?
C5 C4 C21 C24 60.7(7) . . . . ?
C5 C6 C17 C18 124.1(6) . . . . ?
C5 C6 C17 C19 3.6(8) . . . . ?
C5 C6 C17 C20 -115.0(6) . . . . ?
C6 C1 C2 C3 1.1(8) . . . . ?
C6 C1 C2 C7 -173.0(5) . . . . ?
C7 N1 C8 C9 162.6(4) . . . . ?
C7 C2 C3 C4 173.1(5) . . . . ?
C8 N1 C7 C2 -63.2(6) . . . . ?
C9 N2 C10 C11 176.5(5) . . . . ?
C10 N2 C9 C8 -131.6(5) . . . . ?
C10 C11 C12 O2 1.8(8) . . . . ?
C10 C11 C12 C13 -178.1(5) . . . . ?
C10 C11 C16 C15 177.3(6) . . . . ?
C11 C12 C13 C14 0.1(8) . . . . ?
C12 C11 C16 C15 -1.4(10) . . . . ?
C12 C13 C14 C15 0.0(9) . . . . ?
C13 C14 C15 C16 -0.8(11) . . . . ?
C14 C15 C16 C11 1.6(11) . . . . ?
C16 C11 C12 O2 -179.5(5) . . . . ?
C16 C11 C12 C13 0.6(8) . . . . ?
C21 C4 C5 C6 180.0(5) . . . . ?
C25 N1 C7 C2 -179.9(5) . . . . ?
C25 N1 C8 C9 -82.5(5) . . . . ?
C26 C27 C28 C29 -175.4(8) . . . . ?
C26 C27 C32 C31 175.0(7) . . . . ?
C27 C28 C29 C30 -1.1(13) . . . . ?
C28 C27 C32 C31 -3.5(11) . . . . ?
C28 C29 C30 C31 -0.6(13) . . . . ?
C29 C30 C31 C32 0.2(12) . . . . ?
C30 C31 C32 C27 1.8(12) . . . . ?
C32 C27 C28 C29 3.1(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.404
_oxdiff_exptl_absorpt_empirical_full_min 0.574
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FONNO-Ti
_database_code_depnum_ccdc_archive 'CCDC 1921380'
loop_
_audit_author_name
_audit_author_address
'Sihan Li'
;Sun yat sen university
China
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2019-12-17 downloaded from the CCDC.
;
_audit_creation_date             2019-06-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H33 Cl2 F N2 O2 Ti'
_chemical_formula_sum            'C25 H33 Cl2 F N2 O2 Ti'
_chemical_formula_weight         531.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O F Cl Ti'
_chemical_oxdiff_usercomment     FONNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.5893(9)
_cell_length_b                   9.7299(4)
_cell_length_c                   12.9904(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.974(4)
_cell_angle_gamma                90
_cell_volume                     2583.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8860
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7450
_cell_measurement_theta_min      3.8160
_shelx_estimated_absorpt_T_max   0.895
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    0.570
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72003
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25808
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         3.409
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  87.00   1.00    5.69    --   13.10  38.00-180.00   98
  2  ω    -19.00  89.00   1.00    5.69    --   13.10  77.00-120.00  108
  3  ω    -37.00  62.00   1.00    5.69    --  -12.01  38.00-120.00   99
  4  ω     34.00 100.00   1.00    5.69    --   13.10-178.00  60.00   66
  5  ω    -20.00  11.00   1.00    5.69    --   13.10 -99.00 120.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0380167000
_diffrn_orient_matrix_UB_12      -0.0113725000
_diffrn_orient_matrix_UB_13      -0.0272629000
_diffrn_orient_matrix_UB_21      0.0397891000
_diffrn_orient_matrix_UB_22      -0.0142146000
_diffrn_orient_matrix_UB_23      -0.0197486000
_diffrn_orient_matrix_UB_31      -0.0019231000
_diffrn_orient_matrix_UB_32      -0.0705702000
_diffrn_orient_matrix_UB_33      0.0083588000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4728
_reflns_number_total             5636
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         5636
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²+1.2591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0955
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C10(H10), C14(H14), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ti1 Ti 0.16195(2) 0.55776(3) 0.32042(2) 0.01402(10) Uani 1 1 d . . . . .
Cl1 Cl 0.21208(2) 0.52354(5) 0.17336(4) 0.02338(13) Uani 1 1 d . . . . .
Cl2 Cl 0.06769(2) 0.64884(5) 0.21683(3) 0.02006(12) Uani 1 1 d . . . . .
F1 F 0.10362(6) 0.12531(12) 0.36415(9) 0.0276(3) Uani 1 1 d . . . . .
O1 O 0.23436(6) 0.51373(13) 0.40808(10) 0.0177(3) Uani 1 1 d . . . . .
O2 O 0.11810(6) 0.39997(13) 0.34919(10) 0.0169(3) Uani 1 1 d . . . . .
N1 N 0.20678(8) 0.77374(16) 0.34071(12) 0.0176(3) Uani 1 1 d . . . . .
N2 N 0.11641(8) 0.64423(16) 0.44615(12) 0.0155(3) Uani 1 1 d . . . . .
C1 C 0.29282(9) 0.5558(2) 0.45639(14) 0.0172(4) Uani 1 1 d . . . . .
C2 C 0.31510(9) 0.6853(2) 0.43190(15) 0.0192(4) Uani 1 1 d . . . . .
C3 C 0.37181(10) 0.7373(2) 0.48746(15) 0.0218(4) Uani 1 1 d . . . . .
H3 H 0.386460 0.826733 0.472033 0.026 Uiso 1 1 calc R . . . .
C4 C 0.40723(10) 0.6610(2) 0.56488(16) 0.0220(4) Uani 1 1 d . . . . .
C5 C 0.38494(10) 0.5293(2) 0.58372(16) 0.0218(4) Uani 1 1 d . . . . .
H5 H 0.409822 0.475676 0.635418 0.026 Uiso 1 1 calc R . . . .
C6 C 0.32860(9) 0.4716(2) 0.53164(15) 0.0178(4) Uani 1 1 d . . . . .
C7 C 0.27978(10) 0.7680(2) 0.34381(15) 0.0209(4) Uani 1 1 d . . . . .
H7A H 0.296946 0.863137 0.348479 0.025 Uiso 1 1 calc R . . . .
H7B H 0.290331 0.728683 0.277540 0.025 Uiso 1 1 calc R . . . .
C8 C 0.19008(10) 0.8320(2) 0.44032(15) 0.0194(4) Uani 1 1 d . . . . .
H8A H 0.194804 0.933226 0.439700 0.023 Uiso 1 1 calc R . . . .
H8B H 0.220422 0.795188 0.498790 0.023 Uiso 1 1 calc R . . . .
C9 C 0.12082(10) 0.79448(19) 0.45445(15) 0.0192(4) Uani 1 1 d . . . . .
H9A H 0.110405 0.825241 0.523213 0.023 Uiso 1 1 calc R . . . .
H9B H 0.089722 0.838434 0.400191 0.023 Uiso 1 1 calc R . . . .
C10 C 0.08701(9) 0.5782(2) 0.51206(14) 0.0168(4) Uani 1 1 d . . . . .
H10 H 0.068606 0.630229 0.563186 0.020 Uiso 1 1 calc R . . . .
C11 C 0.07965(9) 0.43057(19) 0.51473(14) 0.0155(4) Uani 1 1 d . . . . .
C12 C 0.09576(9) 0.34702(19) 0.43291(14) 0.0155(4) Uani 1 1 d . . . . .
C13 C 0.08772(10) 0.2062(2) 0.44231(15) 0.0206(4) Uani 1 1 d . . . . .
C14 C 0.06704(10) 0.1468(2) 0.52812(16) 0.0232(4) Uani 1 1 d . . . . .
H14 H 0.063097 0.049715 0.532276 0.028 Uiso 1 1 calc R . . . .
C15 C 0.05183(10) 0.2296(2) 0.60928(16) 0.0226(4) Uani 1 1 d . . . . .
H15 H 0.037935 0.189379 0.669547 0.027 Uiso 1 1 calc R . . . .
C16 C 0.05705(9) 0.3699(2) 0.60165(15) 0.0195(4) Uani 1 1 d . . . . .
H16 H 0.045195 0.426568 0.655933 0.023 Uiso 1 1 calc R . . . .
C17 C 0.30518(9) 0.3271(2) 0.55565(16) 0.0203(4) Uani 1 1 d . . . . .
C18 C 0.24423(10) 0.3394(2) 0.61129(17) 0.0275(5) Uani 1 1 d . . . . .
H18A H 0.256195 0.379733 0.680122 0.041 Uiso 1 1 calc GR . . . .
H18B H 0.225339 0.248022 0.618614 0.041 Uiso 1 1 calc GR . . . .
H18C H 0.212045 0.398455 0.570850 0.041 Uiso 1 1 calc GR . . . .
C19 C 0.29041(12) 0.2406(2) 0.45635(18) 0.0313(5) Uani 1 1 d . . . . .
H19A H 0.253818 0.281755 0.411553 0.047 Uiso 1 1 calc GR . . . .
H19B H 0.278820 0.146821 0.474803 0.047 Uiso 1 1 calc GR . . . .
H19C H 0.329195 0.238059 0.419491 0.047 Uiso 1 1 calc GR . . . .
C20 C 0.35692(11) 0.2480(2) 0.62767(19) 0.0315(5) Uani 1 1 d . . . . .
H20A H 0.397020 0.239576 0.594517 0.047 Uiso 1 1 calc GR . . . .
H20B H 0.340271 0.156237 0.641124 0.047 Uiso 1 1 calc GR . . . .
H20C H 0.366470 0.297867 0.693330 0.047 Uiso 1 1 calc GR . . . .
C21 C 0.46842(10) 0.7170(2) 0.63147(17) 0.0252(5) Uani 1 1 d . . . . .
C22 C 0.48853(12) 0.8579(3) 0.5951(2) 0.0420(6) Uani 1 1 d . . . . .
H22A H 0.496817 0.852257 0.522550 0.063 Uiso 1 1 calc GR . . . .
H22B H 0.528397 0.888053 0.638123 0.063 Uiso 1 1 calc GR . . . .
H22C H 0.453308 0.923985 0.601383 0.063 Uiso 1 1 calc GR . . . .
C23 C 0.52576(11) 0.6180(3) 0.6269(2) 0.0389(6) Uani 1 1 d . . . . .
H23A H 0.534672 0.608159 0.554901 0.058 Uiso 1 1 calc GR . . . .
H23B H 0.514661 0.528112 0.653961 0.058 Uiso 1 1 calc GR . . . .
H23C H 0.564670 0.654467 0.669054 0.058 Uiso 1 1 calc GR . . . .
C24 C 0.45360(12) 0.7293(3) 0.74399(18) 0.0365(6) Uani 1 1 d . . . . .
H24A H 0.492633 0.762434 0.787645 0.055 Uiso 1 1 calc GR . . . .
H24B H 0.441128 0.639120 0.768788 0.055 Uiso 1 1 calc GR . . . .
H24C H 0.417585 0.794367 0.747423 0.055 Uiso 1 1 calc GR . . . .
C25 C 0.18361(11) 0.8701(2) 0.25502(15) 0.0240(5) Uani 1 1 d . . . . .
H25A H 0.136229 0.882858 0.252390 0.036 Uiso 1 1 calc GR . . . .
H25B H 0.193689 0.831866 0.188977 0.036 Uiso 1 1 calc GR . . . .
H25C H 0.205671 0.958842 0.267284 0.036 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ti1 Cl1 2.3031(6) . ?
Ti1 Cl2 2.3933(6) . ?
Ti1 O1 1.8141(13) . ?
Ti1 O2 1.8422(13) . ?
Ti1 N1 2.2975(16) . ?
Ti1 N2 2.1510(16) . ?
F1 C13 1.356(2) . ?
O1 C1 1.352(2) . ?
O2 C12 1.335(2) . ?
N1 C7 1.500(2) . ?
N1 C8 1.491(2) . ?
N1 C25 1.489(2) . ?
N2 C9 1.468(2) . ?
N2 C10 1.280(2) . ?
C1 C2 1.390(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.391(3) . ?
C2 C7 1.512(3) . ?
C3 C4 1.385(3) . ?
C4 C5 1.392(3) . ?
C4 C21 1.539(3) . ?
C5 C6 1.389(3) . ?
C6 C17 1.530(3) . ?
C8 C9 1.505(3) . ?
C10 C11 1.445(3) . ?
C11 C12 1.409(3) . ?
C11 C16 1.403(3) . ?
C12 C13 1.387(3) . ?
C13 C14 1.369(3) . ?
C14 C15 1.393(3) . ?
C15 C16 1.374(3) . ?
C17 C18 1.527(3) . ?
C17 C19 1.539(3) . ?
C17 C20 1.536(3) . ?
C21 C22 1.524(3) . ?
C21 C23 1.530(3) . ?
C21 C24 1.534(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Ti1 Cl2 90.09(2) . . ?
O1 Ti1 Cl1 93.99(5) . . ?
O1 Ti1 Cl2 171.45(5) . . ?
O1 Ti1 O2 93.53(6) . . ?
O1 Ti1 N1 81.71(6) . . ?
O1 Ti1 N2 90.95(6) . . ?
O2 Ti1 Cl1 109.14(4) . . ?
O2 Ti1 Cl2 92.22(4) . . ?
O2 Ti1 N1 159.88(6) . . ?
O2 Ti1 N2 84.40(6) . . ?
N1 Ti1 Cl1 90.75(4) . . ?
N1 Ti1 Cl2 90.74(4) . . ?
N2 Ti1 Cl1 165.23(5) . . ?
N2 Ti1 Cl2 83.32(4) . . ?
N2 Ti1 N1 76.18(6) . . ?
C1 O1 Ti1 146.89(12) . . ?
C12 O2 Ti1 135.47(12) . . ?
C7 N1 Ti1 110.88(11) . . ?
C8 N1 Ti1 108.39(11) . . ?
C8 N1 C7 109.08(15) . . ?
C25 N1 Ti1 113.72(12) . . ?
C25 N1 C7 105.81(15) . . ?
C25 N1 C8 108.85(15) . . ?
C9 N2 Ti1 114.61(12) . . ?
C10 N2 Ti1 126.63(13) . . ?
C10 N2 C9 118.76(16) . . ?
O1 C1 C2 117.91(17) . . ?
O1 C1 C6 120.38(17) . . ?
C2 C1 C6 121.68(17) . . ?
C1 C2 C3 119.37(18) . . ?
C1 C2 C7 120.93(17) . . ?
C3 C2 C7 119.68(17) . . ?
C4 C3 C2 121.07(19) . . ?
C3 C4 C5 117.74(18) . . ?
C3 C4 C21 122.78(19) . . ?
C5 C4 C21 119.46(18) . . ?
C6 C5 C4 124.08(18) . . ?
C1 C6 C17 121.55(16) . . ?
C5 C6 C1 115.90(18) . . ?
C5 C6 C17 122.52(17) . . ?
N1 C7 C2 115.38(16) . . ?
N1 C8 C9 109.61(15) . . ?
N2 C9 C8 106.48(16) . . ?
N2 C10 C11 125.08(18) . . ?
C12 C11 C10 121.34(17) . . ?
C16 C11 C10 118.92(17) . . ?
C16 C11 C12 119.73(17) . . ?
O2 C12 C11 121.86(17) . . ?
O2 C12 C13 120.63(17) . . ?
C13 C12 C11 117.50(17) . . ?
F1 C13 C12 117.74(17) . . ?
F1 C13 C14 119.43(18) . . ?
C14 C13 C12 122.78(19) . . ?
C13 C14 C15 119.51(19) . . ?
C16 C15 C14 119.59(19) . . ?
C15 C16 C11 120.84(18) . . ?
C6 C17 C19 111.51(17) . . ?
C6 C17 C20 111.82(16) . . ?
C18 C17 C6 108.77(16) . . ?
C18 C17 C19 110.46(18) . . ?
C18 C17 C20 107.46(17) . . ?
C20 C17 C19 106.75(17) . . ?
C22 C21 C4 112.28(18) . . ?
C22 C21 C23 108.32(19) . . ?
C22 C21 C24 108.51(19) . . ?
C23 C21 C4 109.79(17) . . ?
C23 C21 C24 109.26(19) . . ?
C24 C21 C4 108.64(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.382
_oxdiff_exptl_absorpt_empirical_full_min 0.748
